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Agency Buy-Sell-Retire Workshop

Practical Steps to Strengthen Your Agency Today, and Prepare for the Future

April 21-22, 2026 • The Gleacher Center • Chicago, IL

Many agency owners aren’t actively planning to sell or retire. They are thinking about pipeline, profitability, and how to win stronger new business in a tougher environment. What often gets overlooked is that the same things that help you win better clients today also put you in a powerful position when you’re ready to sell, retire, or transition leadership. That’s the focus of the Buy-Sell-Retire Workshop.

This is a hands-on, practical workshop designed to strengthen your agency now while intentionally positioning it for the future.


Plan Ahead
to protect
your interests


Navigate Every Step
from due diligence
to closing


Maximize the Value 
of your agency
or acquisition


Create Win-Win 
outcomes for
all parties

Even if a sale, acquisition, or succession isn’t immediate, planning now ensures your agency is positioned for long-term success, and improves performance today.

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What We’ll Cover

Agency Valuation Snapshot 

Understand what really drives an agency’s value for both sellers and buyers.

Value Driver Assessment

Identify operational, financial, and strategic factors that increase value and growth potential.

Operational Readiness

Evaluate processes, contracts, staffing, and risk areas that impact transition success.

Exit & Entry Options Review

Explore selling, retiring, internal succession, or buying an agency to accelerate growth.

Agency Prospectus & Storytelling

Learn how to craft and present your agency’s story to attract buyers or strategic partners.

Due Diligence Checklist

Know what buyers and sellers look for in documentation, metrics, and operations.

Buyer & Seller Mindset

Understand the emotions and personal drivers shaping buyer and seller decisions.

Buyer & Seller Q&A Preparation

Anticipate questions and concerns to address them confidently and build trust.

These exercises will help you improve client wins, margins, and operational insight, the same things that make your agency more valuable down the road.

Benefits for Every Attendee

Owners/SellersBuyers / AcquirersSuccessors / Internal Leaders
Clarify your agency’s value
and transition readiness
Understand how acquisitions build equity
and fuel growth
Understand what successful ownership transition requires
Maximize value while strengthening performance todayAssess value drivers and
operational readiness
Evaluate growth opportunities aligned
to your goals
Feel confident in your next chapter, with your agency and team well positionedFind ideal acquisition targets and
structure deals for success
Gain clarity on readiness, responsibilities,
and next steps

Workshop Highlights
 

  • Exercises for owners, buyers, and successors
  • Ready-to-use tools, templates, and checklists
  • Agency positioning and presentation insights
  • Operational, financial, and strategic guidance
  • Planning for transitions and acquisitions


Focus on today’s performance while preparing for tomorrow’s opportunities.

Facilitators


Laurie Mikes
COO, Second Wind


Bryan Earnest
President & CEO
Amperage Marketing & Fundraising

Ready to Plan Your Next Move?

Secure your spot in the Agency Buy-Sell-Retire Workshop and gain the clarity, tools, and confidence to navigate your next move.

Members: $1495 per person | Non-Members: $1795 per person

Registration is limited to 35 attendees so be sure to register early!

Payment Information

NOTE: If your agency is a Second Wind member, we will confirm your status before processing payment to ensure you receive the member's rate.

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